Highland Lake
Homes for Sale in Clearwater, FL
All 1,300 homes for sale in Clearwater, FL · median $320,000 · 106 homes for sale in 33756 · Pinellas County homes for sale
True comps, carrying-cost math, and listings before the portals.
As of November 2026, the MLS records 13 closed sales in Highland Lake Add 02 in Clearwater, FL since 2006, the most recent in March 2017. Across Clearwater as a whole, 2,252 homes closed in the last 12 months at a median of $320,000, 47 median days on market, with 1,130 homes for sale today. At that median and Pinellas County's FY2025-26 rate of 19.39 mills, annual property tax runs about $6,200 ($5,390 with the full homestead exemption).
Part of Highland Lake Add, Clearwater, FL — see all Highland Lake Add homes for sale (4 listings across 4 sections in the MLS).
Highland Lake Add 02 is an older Clearwater subdivision — homes here date back to 1915, with a median build year of 1958, so most of the stock predates modern construction standards by decades. That age spread is the real driver of value: two houses on the same street can carry very different price stories depending on whether the electrical, roof, and plumbing have been updated or left original.
A 70% homestead share tells you most owners here are living in the home as a primary residence rather than flipping or renting it out, which points to a market that turns over slowly and where sellers tend to price based on genuine improvements rather than speculation. For buyers, that means fewer bidding-war surprises but also fewer freshly renovated listings hitting the market at any given time.
Figures in this note are as of July 21, 2026. The live market numbers elsewhere on this page update nightly and are newer.
Nearby homes for sale
No active listings inside Highland Lake right now. These are the 6 closest homes on the market, by straight-line distance from the community's center; some may sit just outside its boundary.
Listing data from the MLS feeds named on each listing page; deemed reliable but not guaranteed. Refreshed nightly.
The 60-Second Overview
Highland Lake Add 02 spans more than a century of construction, from homes built in 1915 through as recent as 2021, with a median living area of 1,502 square feet — a neighborhood built in layers rather than all at once.
Stellar MLS sales records identify 142 homes in Highland Lake that have changed hands since 2004, built between 1951 and 2002 (median 1956), with a median living area of about 1,343 sq ft and a typical 3-bedroom, 2-bath layout; 99% are single-family homes. Source: Stellar MLS closed-sale history compiled by Momentum Research; counts reflect homes with a recorded MLS sale, not every home in the community.
County records show 35 qualified sales in Highland Lake across 2024–2025 (20 in 2024, 15 in 2025), median $387,500 — the last recorded sale per parcel on the Florida DOR 2025 assessment roll, independent of the MLS.
Pre-construction details are compiled from public records, builder announcements and builder listings, and are subject to change without notice; figures are deemed reliable but not guaranteed. Momentum Research figures are our own analysis. This page describes homes, pricing and community attributes, not residents.
Who Highland Lake is best for.
Best for
- Buyers who want an established Clearwater address without HOA dues or amenity fees
- Buyers comfortable budgeting for inspection findings on older systems and structures
- Buyers targeting a moderately sized home near the 1,502-square-foot median rather than a large-format build
Probably not for
- Buyers who want a home built in the last few years with modern code as the baseline
- Buyers who want a managed community pool, clubhouse, or similar shared amenity
- Buyers who need a guaranteed-consistent build quality across the whole subdivision
The market around Highland Lake
Highland Lake is too small for its own price trend, so here is the market around it.
In ZIP 33756, 260 homes are on the market and 17% are under contract — a slower corner of Clearwater.
Across Pinellas County, 6,539 homes are active and 1,627 pending (20% under contract).
In ZIP 33756 (Clearwater), 170 homes closed in the last 12 months at a median of $355K ($257/sq ft), down 0.8% year over year, with a median 51 days on market. Right now 30 active and 8 pending listings put supply at about 2.1 months — a healthy market. See the live ZIP 33756 housing market and the Pinellas County market.
ZIP and county figures describe the wider market, not Highland Lake specifically. Momentum Research analysis of MLS records.
Highland Lake by the numbers
From county property records and closed MLS sales for the Highland Lake subdivision: 6 homes on record; built 1954–1965; typical size about 1,477 heated sq ft; 3 bedrooms is the median. Housing mix: single-family 100%.
| Year | Recorded sales | Median price |
|---|---|---|
| 2008 | 1 | $195,900 |
| 2009 | 2 | $134,750 |
| 2010 | 2 | $143,600 |
| 2011 | 1 | $110,000 |
Newest recorded sale: $110,000 on 2011-08-19.
Recorded data as of 2026-09-12; counts cover addresses tagged to this subdivision in the public record, not every parcel. Not an appraisal.
The Highland Lake buying strategy.
If we were buying in Highland Lake today, this is the order of operations we would run for our clients.
Underwrite the condition first. Price the roof, HVAC, and systems honestly before judging any list price; condition swings value here more than square footage alone.
Match the home to real comps. Recent sales of similar condition and lot, not the asking price, tell you what a home is worth.
Move deliberately, not desperately. Neither side has a decisive edge, so a well-prepared, fairly-priced offer wins without overpaying.
Line up financing and inspection early. A pre-approval and an inspection plan let you act fast and negotiate from evidence.
Keep an agent in your corner. The listing agent works for the seller; we represent you and prepare a hand-built valuation before any offer in Highland Lake.
Reading a century of construction on one street
With 866 homes ranging from pre-World War I builds to homes finished in 2021, this is not a subdivision with a single architectural identity. Buyers should expect original construction, additions, and full rebuilds sitting side by side, which means the listing description and inspection report carry more weight here than in a neighborhood built in one phase.
There is no community amenity package identified from current MLS listings — no clubhouse, pool, or HOA-run facility to factor into the value equation. That simplifies the math: what you are paying for is the home and the lot, not a bundle of shared infrastructure, which also means monthly carrying costs are less likely to include an HOA assessment.
The location and the amenities are priced into every listing in Highland Lake. The deal is won or lost on condition, the comps, and the renovation math.
Why work with Momentum here
In a neighborhood spanning more than a century of construction, the difference between a well-updated 1958 home and one that has never been touched is not always visible in photos. We walk every property with that history in mind, and we help you weigh renovation condition against the numbers before you write an offer.
Highland Lake in 15 seconds.
Tools for a Highland Lake buy.
Free calculators to pressure-test the real cost before you tour.
Selling here is won on condition and pricing to real comps, not an automated estimate. The right number comes from closed Highland Lake sales matched to your home.
Price it to the comps and condition, not an automated estimate.
If you are thinking about selling in Highland Lake, the right list price comes from recent comparable sales matched to your home's condition and location, not an automated estimate.
What is your Highland Lake home worth?
Get a no-obligation home value based on real comparable sales in Highland Lake, not an automated guess. Tell us about your home and we will personally prepare your numbers and a pricing strategy. No obligation, no spam.
See all homes for sale in Clearwater →
| Location | Clearwater, Pinellas County, FL · ZIP 33756, 33764 |
|---|---|
| Homes in the community | 524 (FL DOR 2025 assessment roll) |
| Years built | 1915–2020 (median 1957.0) |
| Typical living area | 1,428 sq ft (median) |
| Owner-occupied (homestead) share | 72% |
Data as of September 20, 2026. Based on Stellar MLS data distributed by MLS GRID for the period 2006 through 2017; housing-stock figures from Florida Department of Revenue public records. Market figures describe homes, not residents. Cite as: Momentum Realty, “Highland Lake key facts,” movewithmomentum.com/neighborhoods/highland-lake-add-02, data as of September 20, 2026.
Housing distress & ownership in Highland Lake Add 02, Clearwater
Who owns here, how much is not owner-occupied, and how much for-sale inventory is under distress.
Source: Momentum Realty Research. Ownership & parcels from the FL DOR 2025 tax roll; distress from MLS active-listing status/remarks; price from MLS closed sales. Based on Stellar MLS data distributed by MLS GRID for the period November 2026 through November 2026. Deemed reliable but not guaranteed.
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Email me new listings in Highland Lake
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Ask an agent about Highland Lake
Have a question about the homes, fees, rules or commute here? A Momentum agent who works Highland Lake will answer, and the answer is published on this page for the next buyer.
Frequently Asked Questions
How many homes are in Highland Lake?
What share of Highland Lake is owner-occupied?
When were the homes in Highland Lake built?
Who is the best real estate agent for Highland Lake?
How do I find a top Clearwater real estate agent who knows Highland Lake?
Can Momentum Realty connect me with an agent for Highland Lake?
Where is Highland Lake, and what county is it in?
Should you buy in Highland Lake?
An honest fit check. We will tell you when it is not your community.
Data sources & freshness
| Housing stock & ownership | Florida DOR assessment roll (street-list match (8 streets, ZIP 33756/33764)) |
| Under-contract shares | Stellar MLS records, as of 2026-09-20 |
| Historical depth | Closed-sale records back to 2006 (13 transactions analyzed) |
Verify the primary sources yourself: Florida DOR · U.S. Census · FEMA flood maps · Citizens Property Insurance.
Momentum Research figures are our own analysis of Stellar MLS records; MLS data is deemed reliable but not guaranteed. Methodology: how Momentum market scores are computed. Market metrics describe homes for sale and recent sales, not residents.
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The numbers on this page move markets in the aggregate. The number that matters to you is what a buyer pays for your address. A Momentum agent can price yours against live local comps.
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See how Highland Lake Add 02 fits the bigger picture — live prices, inventory, and Momentum Scores: